[(2S,3R,5S,8R,9S,10S,13R,17S)-17-[(1S)-1-(dimethylamino)ethyl]-10,13-dimethyl-3-(3-methylbut-2-enoylamino)-2,3,4,5,6,7,8,9,11,12,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-2-yl] acetate

Details

• Internal ID: a2c35246-f46a-46e5-b926-d94d2c96821c
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Azasteroids and derivatives
• IUPAC Name: [(2S,3R,5S,8R,9S,10S,13R,17S)-17-[(1S)-1-(dimethylamino)ethyl]-10,13-dimethyl-3-(3-methylbut-2-enoylamino)-2,3,4,5,6,7,8,9,11,12,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-2-yl] acetate
• SMILES (Canonical): CC(C1CC=C2C1(CCC3C2CCC4C3(CC(C(C4)NC(=O)C=C(C)C)OC(=O)C)C)C)N(C)C
• SMILES (Isomeric): C[C@@H]([C@H]1CC=C2[C@@]1(CC[C@H]3[C@H]2CC[C@@H]4[C@@]3(C[C@@H]([C@@H](C4)NC(=O)C=C(C)C)OC(=O)C)C)C)N(C)C
• InChI: InChI=1S/C30H48N2O3/c1-18(2)15-28(34)31-26-16-21-9-10-22-24-12-11-23(19(3)32(7)8)29(24,5)14-13-25(22)30(21,6)17-27(26)35-20(4)33/h12,15,19,21-23,25-27H,9-11,13-14,16-17H2,1-8H3,(H,31,34)/t19-,21-,22-,23+,25-,26+,27-,29+,30-/m0/s1
• InChI Key: VQXASIFGWOCOPA-VJXCIXDISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₈N₂O₃
• Molecular Weight: 484.70 g/mol
• Exact Mass: 484.36649340 g/mol
• Topological Polar Surface Area (TPSA): 58.60 Ų
• XlogP: 6.20
• Atomic LogP (AlogP): 5.51
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9866	98.66%
Caco-2	-	0.6681	66.81%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6844	68.44%
OATP2B1 inhibitior	-	0.8633	86.33%
OATP1B1 inhibitior	+	0.8763	87.63%
OATP1B3 inhibitior	+	0.9290	92.90%
MATE1 inhibitior	+	0.5128	51.28%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.9816	98.16%
P-glycoprotein inhibitior	+	0.7727	77.27%
P-glycoprotein substrate	+	0.5877	58.77%
CYP3A4 substrate	+	0.7278	72.78%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8206	82.06%
CYP3A4 inhibition	-	0.7152	71.52%
CYP2C9 inhibition	-	0.6167	61.67%
CYP2C19 inhibition	-	0.6177	61.77%
CYP2D6 inhibition	-	0.8650	86.50%
CYP1A2 inhibition	-	0.7975	79.75%
CYP2C8 inhibition	+	0.5159	51.59%
CYP inhibitory promiscuity	-	0.5660	56.60%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5703	57.03%
Eye corrosion	-	0.9871	98.71%
Eye irritation	-	0.9649	96.49%
Skin irritation	-	0.7304	73.04%
Skin corrosion	-	0.9059	90.59%
Ames mutagenesis	-	0.6281	62.81%
Human Ether-a-go-go-Related Gene inhibition	+	0.8240	82.40%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	+	0.5925	59.25%
skin sensitisation	-	0.8503	85.03%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	1.0000	100.00%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.6049	60.49%
Acute Oral Toxicity (c)	III	0.5486	54.86%
Estrogen receptor binding	+	0.8245	82.45%
Androgen receptor binding	+	0.7092	70.92%
Thyroid receptor binding	+	0.5436	54.36%
Glucocorticoid receptor binding	+	0.7617	76.17%
Aromatase binding	+	0.7613	76.13%
PPAR gamma	+	0.6931	69.31%
Honey bee toxicity	-	0.7058	70.58%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9870	98.70%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.02%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.13%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.81%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	92.43%	91.19%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	90.68%	91.03%
CHEMBL2581	P07339	Cathepsin D	90.17%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.39%	95.89%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	88.01%	91.65%
CHEMBL204	P00734	Thrombin	87.33%	96.01%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	87.07%	85.30%
CHEMBL4208	P20618	Proteasome component C5	86.72%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.45%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.43%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.79%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.54%	94.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.45%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.28%	95.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.21%	97.14%
CHEMBL5028	O14672	ADAM10	83.57%	97.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.48%	93.00%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	82.34%	80.96%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.13%	85.14%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.45%	91.07%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.29%	89.00%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	80.97%	94.23%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.95%	92.62%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.77%	96.77%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.75%	100.00%
CHEMBL5600	P27448	Serine/threonine-protein kinase c-TAK1	80.20%	88.81%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.18%	95.71%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	80.07%	94.97%

Plants that contains it

• Alpinia galanga
• Ampelopsis japonica
• Cneorum pulverulentum
• Sarcococca hookeriana

Cross-Links

• PubChem: 11431683
• NPASS: NPC4135
• LOTUS: LTS0123943
• wikiData: Q104888611